Sugar acid

In organic chemistry, a sugar acid or acidic sugar is a monosaccharide with a carboxyl group at one end or both ends of its chain.^[1]

Main classes of sugar acids include:

• Aldonic acids, in which the aldehyde group (−CH=O) located at the initial end (position 1) of an aldose is oxidized.
• Ulosonic acids, in which the hydroxymethyl group (−CH₂OH) at the initial end of a 2-ketose is oxidized creating an α-ketoacid.
• Uronic acids, in which the −CH₂OH group at the terminal end of an aldose or ketose is oxidized.
• Aldaric acids, in which both ends (−CH=O and −CH₂OH) of an aldose are oxidized.

Aldonic acid

An ulosonic acid; specifically, 3-Deoxy-D-manno-oct-2-ulosonic acid

Uronic acid

Aldaric acid

Examples

Examples of sugar acids include:

• Aldonic acids
  • Glyceric acid (3C)
  • Xylonic acid (5C)
  • Gluconic acid (6C)
  • Ascorbic acid^[2] (6C, unsaturated lactone)
• Ulosonic acids
  • Neuraminic acid (5-amino-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonic acid)
  • Ketodeoxyoctulosonic acid (KDO or 3-deoxy-D-manno-oct-2-ulosonic acid)
• Uronic acids
  • Glucuronic acid (6C)
  • Galacturonic acid (6C)
  • Iduronic acid (6C)
• Aldaric acids
  • Tartaric acid (4C)
  • meso-Galactaric acid (Mucic acid) (6C)
  • D-Glucaric acid (Saccharic acid) (6C)

Ascorbic acid (Vitamin C)

The β-D form of glucuronic acid

References

1. Robyt, J.F. (1998). Essentials of carbohydrate chemistry. New York: Springer. ISBN 0-387-94951-8.
2. Davies Michael B.; Austin John; Partridge David A. (1991). Vitamin C: Its Chemistry and Biochemistry. The Royal Society of Chemistry. p. 48. ISBN 0-85186-333-7.

External links

• Sugar+Acids at the U.S. National Library of Medicine Medical Subject Headings (MeSH)